CHEBI:68774 - longirostrerone D

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ChEBI Name longirostrerone D
ChEBI ID CHEBI:68774
Definition An azaphilone that is 6H-furo[2,3-h]isochromene-6,8(6aH)-dione substituted by a 4-hydroxy-2-methyl-6-oxocyclohexyl group at position 3, a methyl group at position 6a, and a 4,6,8-trimethyldeca-2,4-dienoyl group at position 9. Isolated from Chaetomium longirostre, it exhibits cytotoxic activities.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:68983
Supplier Information
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Formula C32H38O7
Net Charge 0
Average Mass 534.63990
Monoisotopic Mass 534.26175
InChI InChI=1S/C32H38O7/c1-7-17(2)10-19(4)11-18(3)8-9-24(34)29-30-23-16-38-26(28-20(5)12-22(33)15-25(28)35)13-21(23)14-27(36)32(30,6)39-31(29)37/h8-9,11,13-14,16-17,19-20,22,28,33H,7,10,12,15H2,1-6H3/b9-8+,18-11+/t17?,19?,20-,22+,28+,32+/m0/s1
InChIKey FERMTFXLLHKKDC-SBRYHICJSA-N
SMILES CCC(C)CC(C)\C=C(C)\C=C\C(=O)C1=C2C3=COC(=CC3=CC(=O)[C@@]2(C)OC1=O)[C@@H]1[C@@H](C)C[C@@H](O)CC1=O
Metabolite of Species Details
Chaetomium longirostre (NCBI:txid669026) See: PubMed
Chaetomium longirostre (NCBI:txid669026) Ethyl acetate extract of dried fungal biomass See: PubMed
Roles Classification
Biological Role(s): Chaetomium metabolite
Any fungal metabolite produced during a metabolic reaction in the mould, Chaetomium.
fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
(via azaphilone )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing longirostrerone D (CHEBI:68774) has role Chaetomium metabolite (CHEBI:76960)
longirostrerone D (CHEBI:68774) has role antineoplastic agent (CHEBI:35610)
longirostrerone D (CHEBI:68774) is a γ-lactone (CHEBI:37581)
longirostrerone D (CHEBI:68774) is a azaphilone (CHEBI:50941)
longirostrerone D (CHEBI:68774) is a enone (CHEBI:51689)
longirostrerone D (CHEBI:68774) is a organic heterotricyclic compound (CHEBI:26979)
IUPAC Name
(6aS)-3-[(1S,2S,4R)-4-hydroxy-2-methyl-6-oxocyclohexyl]-6a-methyl-9-[(2E,4E)-4,6,8-trimethyldeca-2,4-dienoyl]-6H-furo[2,3-h]isochromene-6,8(6aH)-dione
Registry Number Type Source
22123576 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22004007 PubMed citation Europe PMC
Last Modified
24 October 2013